Synthesis of perylene bisimide-centered glycodendrimer and its interactions with concanavalin A

被引:17
|
作者
Wang, Ke-Rang [1 ,2 ]
Wang, Yue-Qing [1 ,2 ]
Li, Jie [3 ]
An, Hong-Wei [1 ,2 ]
Zhang, Li-Ping [3 ]
Zhang, Jin-Chao [1 ,2 ]
Li, Xiao-Liu [1 ,2 ]
机构
[1] Hebei Univ, Coll Chem & Environm Sci, Key Lab Chem Biol Hebei Prov, Baoding 071002, Peoples R China
[2] Hebei Univ, Minist Educ, Key Lab Med Chem & Mol Diag, Baoding 071002, Peoples R China
[3] Hebei Univ, Coll Life Sci, Baoding 071002, Peoples R China
关键词
Glycodendrimer; Concannavalin A; Perylene bisimide; Carbohydrate-lectin interactions; BINDING; GLYCOSYLATION; CANCER; DENDRIMERS; GLYCOMICS; SCAFFOLD; GLYCANS;
D O I
10.1016/j.bmcl.2012.11.049
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A novel glycodendrimer based on 18 peripheral alpha-D-mannoses functionalized perylene bisimide derivative PBI-18-Man was synthesized and its selectively binding interactions for Con A were investigated by CD spectra and turbidity assay, which exhibited strong binding affinity for Con A with the binding constant of 1.3 x 10(8) M-1 (7.2 x 10(6) M-1 for monomeric mannose, valency corrected), 3 orders of magnitude higher affinity than the monovalent mannose ligand. Furthermore, the inhibitory activity for Con A was studied by ELLA experiment, showed 2 times inhibitor activity than the reference compound (alpha-MMP). Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:480 / 483
页数:4
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